Optical 3D memory comprising multilayer particles that comprise a photoactive monomer bearing a photoisomerizable group
Abstract
The invention relates to a core-shell-type multilayer particle comprising at least one layer B that comprises at least one photoactive monomer bearing a photoisomerizable chromophore and a rigid shell A. The photoactive monomer has the following formula (I): (I) in which: X denotes H or CH 3 —; G denotes ═O—C(═O)—, —C(═O)—O—, a substituted or unsubstituted phenyl group, or else —NR—C(═O)—, NR being bonded to L and R being H or a C 1 -C 10 alkyl group; L denotes a spacer group; CR denotes a photoisomerizable chromophore. It is possible to use the multilayer particle of the invention to achieve optical storage of 2D data.
Claims
exact text as granted — not AI-modified1 - 33 . (canceled)
34 . A multilayer particle comprising at least one layer B comprising at least one photoactive monomer comprising a photoisomerizable chromophore and a rigid shell A, the photoactive monomer having the formula (I):
wherein:
X denotes H or CH 3 —;
G denotes —O—C(═O)—, —C(═O)—O—, a substituted or unsubstituted phenyl group, or —NR—C(═O)—, wherein NR is linked to L and R is H or a linear or branched C 1 -C 10 alkyl group;
L denotes a spacer group; and
CR denotes a photoisomerizable chromophore.
35 . The multilayer particle of claim 34 , wherein the layer B comprises the core of the particle and is placed against a rigid outer shell A.
36 . The multilayer particle of claim 34 , comprising, in addition to the layer B and the rigid shell A, one or more additional layer(s).
37 . The multilayer particle of claim 34 , comprising an inner layer B, an intermediate layer, and a rigid outer layer,
wherein said layers are arranged one against the other.
38 . The multilayer particle of claim 34 , wherein at least one of layer B or rigid shell A is crosslinked.
39 . The multilayer particle of claim 37 , wherein at least one of layer B, the intermediate layer, or rigid shell A is crosslinked.
40 . The multilayer particle of claim 34 , wherein the rigid shell A comprises a polymer having a T g >0° C.
41 . The multilayer particle of claim 40 , wherein the rigid shell A comprises a polymer having a T g >60° C.
42 . The multilayer particle of claim 40 , wherein the rigid shell A comprises a polymer having a T g >80° C.
43 . The multilayer particle of claim 34 , wherein the rigid shell A comprises styrene and/or MMA as the main monomer(s).
44 . The multilayer particle of claim 43 , wherein the rigid shell A comprises from 80 to 100% of styrene and/or MMA.
45 . The multilayer particle of claim 34 , wherein the layer B/shell A mass ratio ranges from 90/10 to 10/90.
46 . The multilayer particle of claim 34 , wherein the spacer group L is chosen so that G and CR are linked together by a chain of two or more atoms that are bonded together by covalent bonds.
47 . The multilayer particle of claim 34 , wherein L comprises (CR 1 R 2 ) m , O(CR 1 R 2 ) m , or (OCR 1 R 2 ) m ,
wherein m is an integer greater than or equal to 2, and R 1 and R 2 independently denote H, halogen, or linear or branched alkyl or aryl groups.
48 . The multilayer particle of claim 46 , wherein m is an integer ranging from 2 to 10.
49 . The multilayer particle of claim 34 , wherein the chromophore CR is of diarylalkylene type.
50 . The multilayer particle of claim 34 , wherein the chromophore CR has an overlap of <35% when spectra are recorded on a 0.01 M chromophore solution in a 1 cm optical path length cuvette.
51 . The multilayer particle of claim 34 , wherein the Stokes shift of the chromophore CR is greater than 100 nm.
52 . The multilayer particle of claim 34 , wherein the photoactive monomer has the formula (II):
wherein:
Ar 1 and Ar 2 denote aryl groups that are optionally substituted; and
W 1 and W 2 comprise the groups —CN, —COOH, —COOR′, —OH, —SO 2 R′, or —NO 2 ,
wherein R′ is a C 1 -C 10 aryl or linear or branched alkyl group.
53 . The multilayer particle of claim 52 , wherein Ar 1 and Ar 2 independently comprise phenyl, anthracene, or phenanthrene groups.
54 . The multilayer particle of claim 51 , wherein the photoactive monomer has the formula (III) or (IV):
wherein:
Ar 1 and Ar 2 denote aryl groups that are optionally substituted; and
W 1 and W 2 comprise the groups —CN, —COOH, —COOR′, —OH, —SO 2 R′, or —NO 2 ,
wherein R′ is a C 1 -C 10 aryl or linear or branched alkyl group.
55 . The multilayer particle of claim 34 , wherein the chromophore comprises:
wherein:
W 1 and W 2 comprise the groups —CN, —COOH, —COOR′, —OH, —SO 2 R′ and —NO 2 , wherein R′ is a C 1 -C 10 aryl or linear or branched alkyl group, and each of the two phenyl rings are optionally substituted.
56 . The multilayer particle of claim 53 , wherein Ar 1 is a phenyl group and Ar 2 is a phenyl or biphenyl group, wherein each of the phenyl and/or biphenyl groups are optionally substituted.
57 . The multilayer particle of claim 56 , wherein W 1 and W 2 denote CN, Ar 2 is a phenyl group, and Ar 1 is a phenyl or biphenyl group substituted in the para position by R 5 O—, wherein R 5 denotes a substituted or unsubstituted, linear or branched alkyl or aryl group.
58 . The multilayer particle of claim 45 , wherein the photoactive monomer is eAA or eMMA of formulae:
59 . The multilayer particle of claim 34 , wherein the layer B comprises a monomer that can be copolymerized with a photoactive monomer having a T g <0° C.
60 . The multilayer particle of claim 34 , wherein the layer B comprises a monomer having a cooperative effect of formula (IX):
wherein:
X denotes H or CH 3 —;
G denotes —O—C(═O)—, —C(═O)—O—, a substituted or unsubstituted phenyl group, or —NR—C(═O)—, wherein NR is linked to L and R is H or a linear or branched C 1 -C 10 alkyl group;
L denotes a spacer group; and
Ar 3 denotes an aromatic group substituted by at least one substituent having an inductive effect (—I).
61 . The multilayer particle of claim 60 , wherein the substituent having an inductive effect (—I) comprises:
(i) a halogen or (ii) —COOY, —CONYY′, —OY, —SY, or —C(═O)Y,
wherein Y and Y′ denote an H or a linear or branched C 1 -C 10 alkyl group.
62 . The multilayer particle of claim 61 , wherein said halogen is chlorine.
63 . The multilayer particle of claim 60 , wherein Ar 3 is a phenyl group.
64 . The multilayer particle of claim 60 , wherein the monomer having a cooperative effect comprises:
65 . A blend comprising the multilayer particle of claim 34 and a thermoplastic or thermosetting polymer.
66 . The blend of claim 65 wherein said thermoplastic is an elastomer.
67 . The blend of claim 65 comprising from 50 to 100 wt % of the multilayer particle per 0 to 50 wt % of the thermoplastic or thermosetting polymer.
68 . The blend of claim 65 comprising from 75 to 100 wt % of the multilayer particle per 0 to 25 wt % of the thermoplastic or thermosetting polymer.
69 . The blend of claim 65 comprising from 90 to 100 wt % of the multilayer particle per 5 to 10 wt % of the thermoplastic or thermosetting polymer.
70 . The blend of claim 65 , wherein the thermoplastic polymer is a homo- or copolymer of methyl methacrylate or a polycarbonate.
71 . A 3D optical memory device comprising the multilayer particle of claim 34 .
72 . A 3D optical memory device comprising the blend of claim 65 .
73 . The 3D optical memory device of claim 71 , wherein said 3D optical memory device is in the form of a square or rectangular plate, a cube, or a disk.
74 . A method comprising the step of storing optical data on an optical data storage unit comprising the multilayer particle of claim 34 .
75 . A method comprising the step of storing optical data on an optical data storage unit comprising the blend of claim 65 .Join the waitlist — get patent alerts
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